Process for the manufacture of oxyaldehydes and of their ethers



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, annieu wares, or tron, ria'aarcu, nssreu'ou "re socrurn cnrrrraun nususrrms nu BRONZE, ANGIENNEMENT GTLLTAED 1E". MONNJE'I.1ET "CARTIER, 03FPARIS, FRANCE.

rnocnss roe. ruin iuauurncrunla or oxrarinenrnns arm or THEIR n'rianns.

No Drawin To all whom it may concern: a

, Be it known that T, Arthur: Wnrss, Alsatian, a citizen of thelllcpublic of France, of 14: Rue Pasteur, Lyon, France, have inventedcertain new and useful llmproven'ients in Processes for the Manufactureof Uxyaldehydcs and of Their Ethers, of which the following is aspecification.

This invention relates to the manufacture of aromatic oxyaldehydes andof their 'ethers, and has for its object a general proc- The process,which differs from all the methods of preparation known hitherto, isevidently applicable to the manufacture of anisole aldehyde, ofpyrocatechin aldehyde, of salicylic aldehyde, and oxyaldehydesgenerally.

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What l claim and desire to secure by Letters' Patent is 1. A process ofmanufacture of oxyaldehydes consisting in treating a mixture of a phenoland formaldehyde with a nitrosocompound. I

2. A process of manufacture of oxyalde- Specification of Letters Patent.

Patented truly a, mac,

Application filed January 17, 1920. Serial lilo. aaaoae.

proportion is added. 9 The mixture is heated for several hours on awater bath, gaseous hydrochloric acid being bubbled through continuouslymeanwhile.

The resulting products give an excellent yield of vanillin withp-amidodimethylanilin as a by-product. The formed vanillin may beextracted by treating the product of the reaction after cooling with adilute caustic soda solution, the alcohol is separated by distillation,and the p-amidodimethylanilin is then extracted with benzene or ether.

The remaining alkaline solution of vanil lin is then acidified andextracted with benzene or ether, after which the solvent is distilled,the remaining crude vanillin being then distilled in vacuum and thevanillin, recrystallized in water, separates in crystals having amelting point of 81 C.

The reaction, which gives a yield of 100 per cent. of crude product withrespect to the guaiacol used, is believed to take place approximately asfollows hyde others, consisting in treating a. mixture of a phenol etherand formaldehyde with a nitrosocompound.

3. A process of manufacture of vanillin, consistingin treating a mixtureof guaiacol and formaldehyde with para-nitroso-dimethylanilin.

Tn testimony whereof l have signed my name to this specification.

ANDRE WEISS.

Witnesses:

MARIN Vxcrrou, Ti; lEsorrnn.

